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Kiawah Island Rentals with Pools

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347 house rentals in Kiawah Island with pools

4BR Kiawah Luxury with Ocean Views & Heated Pool

Kiawah Island house

4 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,149

NIGHT HERON COTTAGE/4111 Summer Duck Way - FULL RESORT PRIVILEGES

Kiawah Island cottage

3 bedrooms / 2 bathrooms / sleeps 6

“A great family getaway in a perfect location!” We had a wonderful stay in October at this updated, clean, spacious cottage. Our two children loved the layout with the bathroom connecting their bedrooms, and my husband and I appreciated the child-friendly, safe setting. It is rare to find such comfortable beds in a rental! The kitchen was well-equipped and modern. The hospitable nature of the owners was felt from the first phone contact to the small, but important details of providing extra linens, detergent and brochures of the area attractions for their guests. We loved the fact that we were only a 3 minute walk from the pool and playground and just a bit further to the beach. Renting bikes, along with the swimming in the pool and at the beach, kept us pleasantly busy, but did not prevent us from having the calm, family-oriented week which allowed us to re-connect. This is a cottage we definitely hope to visit again!

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Price per night from

$258

Sparrow Pond Cottage-Family/Couple w/pet/pool/wifi/Great location/Discount rate

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$305

5508 Turtle Cove Villas, Kiawah Island, SC

Kiawah Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Perfect Stay!” Our family had the most wonderful and relaxing vacation in Kiawah. Typically every year we pick a new place to stay, we hit the jackpot on this year's stay. The condo was beautifully decorated and contained all the necessaries that were needed for our trip including started laundry detergent and dish detergent. The beds were VERY comfortable and the views were magnificent. We even saw what looked like a 10 foot alligator in the lagoon below us. It was perfectly situated a little inland and on a lagoon, yet a quick and easy bike ride to the ocean. The owner Art was just a dream to work with. He provided fast and efficient communication and was so very helpful in every way which helped to make our trip that more enjoyable. Thanks so much for such a great experience! We'll be back.

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Price per night from

$181

Pool and Boat Dock at this Relaxing, Secluded Kiawah villa. Short Walk on Wooded

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$218

Charming cottage w/ shared pool - close to beach, golf, dining & shopping!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$236

Private cottage w/ screened porch, river views, & pool access - close to beach!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$261

Casual cottage w/ lagoon views, screened porch, gas grill & shared pool!

Kiawah Island villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$152

Scenic view cottage with sunroom, deck, & community pool - close to beach/golf!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$210

Dog-friendly home w/ shared pool & dock – easy walk to beach, dining & shopping!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$247

Dog-friendly home across the street from beach with WiFi and community pool!

Kiawah Island house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$434

Lovely home on the water w/ amazing view & private pool - next to Ocean Course!

Kiawah Island house

5 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$579

Private Cottage with free WiFi/ community pool/ fishing dock - near the beach!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$223

Private cottage with views & community pool/dock- close to the beach! Free WiFi!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$227

Quiet, secluded home w/ private pool - close to nature trails, beach & golf!

Kiawah Island house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$338

Exclusive Vandorhorst Plantation home w/ golf course views – bike/walk to beach!

Kiawah Island house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$397

Updated Kiawah Island Cottage Walk to Pool & Beach

Kiawah Island cottage

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 11 minutes

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Price per night from

$184

Cabin in the maritime forest w/ a shared pool & golf on-site! Walk to the beach!

Kiawah Island log cabin

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$344

Cottage in the woods w/ sun room & shared pool - close to the beach!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$213

Dog-friendly home with pool/basketball court – just a short walk to the beach!

Kiawah Island house

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$468

Pleasant home with with river views, shared pool, fishing dock, near the beach!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$281

Cozy cottage w/ deck & shared pool - near the beach, golf, dining & shopping!

Kiawah Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$206

Renovated cottage w/ deck & shared pool - walk to beach, shops & dining!

Kiawah Island house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$217

5BR w/ Pool & Covered Porch in Gated Resort Community - Near Beaches & Golf

Kiawah Island house

5 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$333

Great rentals within 20 miles that match your search

Edisto Island - Monthly Special!

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$237

Egrets Pointe Townhouses 1

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$237

Edisto Island - Monthly Special!

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$238

Charming 2 BR Townhome/ Includes Wyndham Amenities Pass

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$119

Lagoon View Townhome / Includes Wyndham Amenities Pass

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$119

Egrets Pointe Townhouses 9

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$238

Edisto Island - Snowbird Special!

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$238

Lagoon View 2 BR Townhome /Pool/Beach Club Usage

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$119

Charming 2 BR Townhome/ Includes Wyndham Amenities Pass

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$119

CHS. MS Luxury Apartment Two Bedrooms Pax 4/6- MS 334

Charleston apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 49 minutes

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Price per night from

$92

CHS. MS Luxury Apartment One Bedroom Pax 2/4- MS 303

Charleston apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 49 minutes

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Price per night from

$71

Lagoon View Large 2 Bedroom Townhome

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$119

Charming 2 BR Townhome/ Includes Wyndham Amenities Pass

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$119

Charming 2 BR Townhome/ Includes Wyndham Amenities Pass

Edisto Beach townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$119

Viewing 38 of 347
rentals in Kiawah Island

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